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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 13, 1983 - Issue 10
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Original Articles

Studies on the Reactivity of 4-Acetoxy-3-acylamino-2-azetidinones: Stereospecific trans Carbon-Carbon Bond Formation

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Pages 797-808 | Published online: 05 Dec 2006

References

  • For the purpose of clarity during the discussion, the numbering and nomenclature used in the text is that based on 4-acetoxy-2-azetidinone as the parent structure. The correct Chemical Abstracts nomenclature is given in the experimental
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  • Kametani , T. , Hirata , S. , Nemoto , H. , Ihara , M. and Fukumoto , K. 1979 . Heterocycles , 12 : 523 T. Kametani, T. Honda, J. Sasaki, H. Terasawa, Y. Nakayama, and K. Fukumoto, Heterocycles, 14, 575 (1980); T. Kametani, T. Honda, A. Nakayama, and K. Fukumoto, Heterocycles, 14, 1967 (1980); T. Kametani, T. Honda, J. Sasaki, H. Terasawa, and K. Fukumoto, J. Chem. Soc. Perkin I, 1884 (1981), A.G.M. Barrett and P. Quayle, J. Chem. Soc. Chem. Commun., 1076 (1981), C. W. Greengrass and M. S. Nobbs, Tetrahedron Lett., 5339 (1981), S. Oida, A. Yoshida, and E. Ohki, Chem. Pharm. Bull., 28, 3494 (1980); K. Prasad, P. Kneussel, G. Schulz and P. Stutz, Tetrahedron Lett., 1247 (1982); T. Kametani, T. Honda, A. Nakayama, Y. Sakai, T. Mochizuki, and K. Fukumoto, J. Chem. Soc. Perkin I, 2228 (1981); T. Kametani, N. Kanaya, T. Mochizuki, and T. Honda, Heterocycles, 19, 1023 (1982); P. J. Reider, R. Rayford, and E. J. J. Grabowski, Tetrahedron Lett., 379 (1982); M. Shibuya and S. Kubota, Heterocycles, 12, 1315 1979 (see footnote 7)
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  • Onoye , H. , Narisada , M. , Uyeo , S. , Matsumura , H. , Okada , K. , Yano , T. and Nagata , W. 1979 . Tetrahedron Lett. , 3867
  • Kobayashi , T. , Ishida , N. and Hiraoka , T. 1980 . J. Chem. Soc. Chem. Commun. , : 736 (see also Japanese patent J5–5007251)
  • A footnote in ref. 6 indicates that a trans product is obtained with 3-(substituted)alkyl-2-phenylsulfonyl-4-azetidinone
  • Kagan , H. B. , Basselier , J. J. and Luche , J. L. 1964 . Tetrahedron Lett. , : 941 J. L. Luche, H. B. Kagan, R. Pathasarathy, G. Tsoucaris, C. deRango, and C. Zelwer, Tetrahedron, 24, 1275 (1968)
  • Squibb , E. R. South African Patent, 81–0808 . D.M. Floyd, A.W. Fritz, and C.M. Cimarusti, J. Org. Chem., 47, 176 (1982), Sons Inc
  • Sykes , R. B. , Bonner , D. P. , Bush , K. and Georgopapadakou , N. H. 1982 . Antimicrob. Agents Chemother. , 21 : 85
  • British Patent 948, 817 . Distillers Co. Ltd
  • Stoodley , R. J. and Whitehouse , N. R. 1973 . J. Chem. Soc. Perkin , I : 32 see also C. L. Branch and M. J. Pearson, J. Chem. Soc. Perkin I, 2268 (1979)
  • Suarato , A. , Lombardi , P. , Galliani , C. and Franceschi , G. 1978 . Tetrahedron Lett. , : 4059
  • Bain , E. G. , Eglington , A. J. , Nayler , J. H.C. , Pearson , M. J. and Southgate , R. 1976 . J. Chem. Soc. Perkin I , 447
  • Fujisawa , T. , Hata , K. and Kojima , T. 1973 . Chemistry Letters , : 287

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